72776-06-8

Basic information

• Product Name: L-Aspartic acid, N-(trimethylsilyl)-, bis(phenylmethyl) ester
• CAS NO: 72776-06-8
• Molecular Formula: C21H27NO4Si
• Molecular Weight: 385.535
• Mol File: 72776-06-8.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: L-Aspartic acid, N-(trimethylsilyl)-, bis(phenylmethyl) ester(CAS DataBase Reference)
• NIST Chemistry Reference: L-Aspartic acid, N-(trimethylsilyl)-, bis(phenylmethyl) ester(72776-06-8)
• EPA Substance Registry System: L-Aspartic acid, N-(trimethylsilyl)-, bis(phenylmethyl) ester(72776-06-8)

Safety Data

• Hazardous Substances Data: 72776-06-8(Hazardous Substances Data)

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 2791-79-9 dibenzyl L-aspartate 

Downstream Products

• 72776-05-7 (S)-benzyl 4-oxoazetidine-2-carboxylate 
• 321863-81-4 benzyl (S)-1-[(S)-N-(tert-butoxycarbonyl)-alanyl]-4-oxoazetidine-2-carboxylate 
• 82938-49-6 benzyl (S)-1-(tert-butyldimethylsilyl)-4-oxoazetidine-2-carboxylate 

Relevant articles and documents

β-Lactam derivatives as enzyme inhibitors: N-substituted derivatives of (S)-4-oxoazetidine-2-carboxylate as inhibitors of elastase and papain

N-Alkyl and N-acyl substituted 4-oxoazetidine-2-carboxylates are synthesized and evaluated as inhibitors of the proteases porcine pancreatic elastase (PPE) and papain. The compounds are obtained by alkylation or acylation at the nitrogen of benzyl (S)-4-oxoazetidine-2-carboxylate, which is synthesized by a modified literature procedure. The enzymatic assays prove some derivatives to be effective inhibitors of PPE and/or papain. The N-BOC protected amino acid derivatives 10 and 13 inhibit PPE reversibly with K(I)-values in the micromolar range. On the other hand, papain is inactivated irreversibly by benzyl (S)-2-(benzyloxycarbonyl)azetidin-1-acetate (6).

STEREOSPECIFIC SYNTHESIS OF DEALANYLALAHOPCIN

The first synthesis of the novel α-amino acid dealanylalahopcin starting from (L)-aspartic acid is described.

3-[1-Hydroxyethyl]-4-carboxymethyl-azetidin-2-one

In a process for the total synthesis of thienamycin from L-aspartic acid via intermediate III: STR1 there is disclosed a process for preparing III via STR2 wherein R is a protecting group.